6-methoxy-2-methyl-3-phenylquinoxaline | 32387-92-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 6-methoxy-2-methyl-3-phenylquinoxaline
• CAS: 32387-92-1
• 化学式: C₁₆H₁₄N₂O
• 分子量: 250.3
• InChiKey: KAFMTPZIIRALDY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  35
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-[(Z)-4-Methoxy-phenylimino]-1-phenyl-propan-2-one oxime 在 乙酸酐 作用下， 以50%的产率得到6-methoxy-3-methyl-2-phenylquinoxaline
  参考文献：
  名称：

  Synthesis of quinoxalines by cyclization of α-arylimino oximes of α-dicarbonyl compounds

  摘要：

  Heating the title compounds 1 at reflux in acetic anhydride yields quinoxalines 3 and 4 via a presumed aryliminoiminyl radical 5, resulting from homolytic cleavage of the N-O bond in the intermediate ester 2. The observed regioselectivity of the reaction is also rationalized by implicating such a radical. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01847-5

文献信息

• An Effective Microwave-Induced Iodine-Catalyzed Method for the Synthesis of Quinoxalines via Condensation of 1,2-Diamines with 1,2-Dicarbonyl Compounds
  作者：Debasish Bandyopadhyay、Sanghamitra Mukherjee、Robert R. Rodriguez、Bimal K. Banik

  DOI：10.3390/molecules15064207

  日期：——

  A microwave-induced iodine-catalyzed simple, rapid and convenient synthesis of different types of quinoxalines via condensation of 1,2-diamines with 1,2-dicarbonyl compounds has been accomplished with an excellent yield.

  已成功完成一种微波诱导的碘催化简单、快速、便捷的不同类型喹喏里啉的合成，通过1,2-二胺与1,2-二羰基化合物的缩合反应，获得了优异的产率。
• Cu(II)-catalyzed synthesis of quinoxalines from o-phenylenediamines and nitroolefins
  作者：Yongxin Chen、Kangning Li、Mingming Zhao、Yuanjiao Li、Baohua Chen

  DOI：10.1016/j.tetlet.2012.11.127

  日期：2013.3

  An easy and efficient copper-catalyzed reaction for the synthesis of quinoxalines from o-phenylenediamines and nitroolefins is developed. This reaction could proceed well without additional base and be applied to various available substrates with a one-step synthetic procedure in moderate to good yields. (c) 2012 Elsevier Ltd. All rights reserved.